19717-14-7Relevant articles and documents
Scalable Syntheses of Methoxyaspartate and Preparation of the Antibiotic Cystobactamid 861-2 and Highly Potent Derivatives
Moeller, Malte,Norris, Matthew D.,Planke, Therese,Cirnski, Katarina,Herrmann, Jennifer,Müller, Rolf,Kirschning, Andreas
, p. 8369 - 8372 (2019/10/16)
An improved scalable synthesis of orthogonally functionalized methoxyaspartate, the chiral hinge region element in cystobactamids, is reported. This improvement sets the stage for the total synthesis of four new cystobactamids along with cystobactamid 861
NOVEL CYSTOBACTAMIDE DERIVATIVES
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Page/Page column 34-35, (2019/03/12)
The present invention relates to novel derivatives of cystobactamides of formula (lb) and the use thereof for the treatment or prophylaxis of bacterial infections.
Total Synthesis and Biological Assessment of Novel Albicidins Discovered by Mass Spectrometric Networking
von Eckardstein, Leonard,Petras, Daniel,Dang, Tam,Cociancich, Stéphane,Sabri, Souhir,Gr?tz, Stefan,Kerwat, Dennis,Seidel, Maria,Pesic, Alexander,Dorrestein, Pieter C.,Royer, Monique,Weston, John B.,Süssmuth, Roderich D.
, p. 15316 - 15321 (2017/10/20)
Natural products represent an important source of potential novel antimicrobial drug leads. Low production by microorganisms in cell culture often delays the structural elucidation or even prevents a timely discovery. Starting from the anti-Gram-negative antibacterial compound albicidin produced by Xanthomonas albilineans, we describe a bioactivity-guided approach combined with non-targeted tandem mass spectrometry and spectral (molecular) networking for the discovery of novel antimicrobial compounds. We report eight new natural albicidin derivatives, four of which bear a β-methoxy cyanoalanine or β-methoxy asparagine as the central α-amino acid. We present the total synthesis of these albicidins, which facilitated the unambiguous determination of the (2 S,3 R)-stereoconfiguration which is complemented by the assessment of the stereochemistry on antibacterial activity.